NP-MRD: Showing NP-Card for 6-(diazyn-1-ium-1-yl)-4-[(2e)-4,6-dimethylhept-2-en-2-yl]-2-hydroxy-3-methyl-5,8-dioxoquinolin-7-olate (NP0163178)

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Record Information

Version

2.0

Created at

2022-09-02 21:44:33 UTC

Updated at

2022-09-02 21:44:33 UTC

NP-MRD ID

NP0163178

Secondary Accession Numbers

None

Natural Product Identification

Common Name

6-(diazyn-1-ium-1-yl)-4-[(2e)-4,6-dimethylhept-2-en-2-yl]-2-hydroxy-3-methyl-5,8-dioxoquinolin-7-olate

Description

6-(Diazyn-1-ium-1-yl)-4-(4,6-dimethylhept-2-en-2-yl)-5-hydroxy-3-methyl-7,8-dioxo-7,8-dihydroquinolin-2-olate belongs to the class of organic compounds known as hydroquinolines. These are derivatives of quinoline in which in which at least one double bond in the quinoline moiety are reduced by adding two hydrogen atoms. Based on a literature review very few articles have been published on 6-(diazyn-1-ium-1-yl)-4-(4,6-dimethylhept-2-en-2-yl)-5-hydroxy-3-methyl-7,8-dioxo-7,8-dihydroquinolin-2-olate.

Structure

MOL SDF PDB SMILES InChI


  Mrv1652309022223442D          

 26 27  0  0  0  0            999 V2000
   -0.7145    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.6500    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -0.0000    0.0000 N   0  3  0  0  0  0  0  0  0  0  0  0
    3.5724    0.4125    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -1.6500    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
    1.4289   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  4  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  7  9  1  0  0  0  0
  2 10  1  0  0  0  0
 10 11  2  0  0  0  0
 11 12  1  0  0  0  0
 11 13  1  0  0  0  0
 13 14  1  0  0  0  0
 13 15  2  0  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 10 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  2  0  0  0  0
 18 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  3  0  0  0  0
 20 23  2  0  0  0  0
 23 24  1  0  0  0  0
 23 25  1  0  0  0  0
 16 25  1  0  0  0  0
 25 26  2  0  0  0  0
M  CHG  2  21   1  24  -1
M  END


  Mrv1652309022223442D          

 26 27  0  0  0  0            999 V2000
   -0.7145    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.6500    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -0.0000    0.0000 N   0  3  0  0  0  0  0  0  0  0  0  0
    3.5724    0.4125    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -1.6500    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
    1.4289   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  4  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  7  9  1  0  0  0  0
  2 10  1  0  0  0  0
 10 11  2  0  0  0  0
 11 12  1  0  0  0  0
 11 13  1  0  0  0  0
 13 14  1  0  0  0  0
 13 15  2  0  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 10 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  2  0  0  0  0
 18 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  3  0  0  0  0
 20 23  2  0  0  0  0
 23 24  1  0  0  0  0
 23 25  1  0  0  0  0
 16 25  1  0  0  0  0
 25 26  2  0  0  0  0
M  CHG  2  21   1  24  -1
M  END
> <DATABASE_ID>
NP0163178

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC(C)CC(C)\C=C(/C)C1=C(C)C(O)=NC2=C1C(=O)C([N+]#N)=C([O-])C2=O

> <INCHI_IDENTIFIER>
InChI=1S/C19H21N3O4/c1-8(2)6-9(3)7-10(4)12-11(5)19(26)21-14-13(12)16(23)15(22-20)18(25)17(14)24/h7-9H,6H2,1-5H3,(H-,21,23,25,26)/b10-7+

> <INCHI_KEY>
PNUKOSRHADKCRO-JXMROGBWSA-N

> <FORMULA>
C19H21N3O4

> <MOLECULAR_WEIGHT>
355.394

> <EXACT_MASS>
355.153206168

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
47

> <JCHEM_AVERAGE_POLARIZABILITY>
37.04213236541264

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
6-(diazyn-1-ium-1-yl)-4-[(2E)-4,6-dimethylhept-2-en-2-yl]-2-hydroxy-3-methyl-5,8-dioxo-5,8-dihydroquinolin-7-olate

> <ALOGPS_LOGP>
3.80

> <JCHEM_LOGP>
2.643876374410958

> <ALOGPS_LOGS>
-4.74

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
9.84251701217133

> <JCHEM_PKA_STRONGEST_ACIDIC>
-2.1500323342998824

> <JCHEM_PKA_STRONGEST_BASIC>
0.05298588039918284

> <JCHEM_POLAR_SURFACE_AREA>
118.47000000000001

> <JCHEM_REFRACTIVITY>
131.6822

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
7.49e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
6-(diazyn-1-ium-1-yl)-4-[(2E)-4,6-dimethylhept-2-en-2-yl]-2-hydroxy-3-methyl-5,8-dioxoquinolin-7-olate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 02-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   02-SEP-22         0                                  
HETATM    1  C   UNK     0      -1.334   2.310   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       0.000   1.540   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.334   3.850   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       0.000   4.620   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       2.667   4.620   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       2.667   6.160   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       4.001   6.930   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       1.334   6.930   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       0.000  -0.000   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -1.334  -0.770   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -2.667  -0.000   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -1.334  -2.310   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0      -2.667  -3.080   0.000  0.00  0.00           O+0
HETATM   15  N   UNK     0       0.000  -3.080   0.000  0.00  0.00           N+0
HETATM   16  C   UNK     0       1.334  -2.310   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       2.667  -0.000   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0       2.667   1.540   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM   21  N   UNK     0       5.335  -0.000   0.000  0.00  0.00           N+1
HETATM   22  N   UNK     0       6.668   0.770   0.000  0.00  0.00           N+0
HETATM   23  C   UNK     0       4.001  -2.310   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0       5.335  -3.080   0.000  0.00  0.00           O-1
HETATM   25  C   UNK     0       2.667  -3.080   0.000  0.00  0.00           C+0
HETATM   26  O   UNK     0       2.667  -4.620   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3   10                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5    6                                                  
CONECT    5    4                                                            
CONECT    6    4    7                                                       
CONECT    7    6    8    9                                                  
CONECT    8    7                                                            
CONECT    9    7                                                            
CONECT   10    2   11   17                                                  
CONECT   11   10   12   13                                                  
CONECT   12   11                                                            
CONECT   13   11   14   15                                                  
CONECT   14   13                                                            
CONECT   15   13   16                                                       
CONECT   16   15   17   25                                                  
CONECT   17   16   10   18                                                  
CONECT   18   17   19   20                                                  
CONECT   19   18                                                            
CONECT   20   18   21   23                                                  
CONECT   21   20   22                                                       
CONECT   22   21                                                            
CONECT   23   20   24   25                                                  
CONECT   24   23                                                            
CONECT   25   23   16   26                                                  
CONECT   26   25                                                            
MASTER        0    0    0    0    0    0    0    0   26    0   54    0
END

View in JSmol

Synonyms

Value	Source
6-(Diazyn-1-ium-1-yl)-4-(4,6-dimethylhept-2-en-2-yl)-5-hydroxy-3-methyl-7,8-dioxo-7,8-dihydroquinolin-2-olic acid	Generator

Chemical Formula

C₁₉H₂₁N₃O₄

Average Mass

355.3940 Da

Monoisotopic Mass

355.15321 Da

IUPAC Name

6-(diazyn-1-ium-1-yl)-4-[(2E)-4,6-dimethylhept-2-en-2-yl]-2-hydroxy-3-methyl-5,8-dioxo-5,8-dihydroquinolin-7-olate

Traditional Name

6-(diazyn-1-ium-1-yl)-4-[(2E)-4,6-dimethylhept-2-en-2-yl]-2-hydroxy-3-methyl-5,8-dioxoquinolin-7-olate

CAS Registry Number

Not Available

SMILES

CC(C)CC(C)\C=C(/C)C1=C(C)C(O)=NC2=C1C(=O)C([N+]#N)=C([O-])C2=O

InChI Identifier

InChI=1S/C19H21N3O4/c1-8(2)6-9(3)7-10(4)12-11(5)19(26)21-14-13(12)16(23)15(22-20)18(25)17(14)24/h7-9H,6H2,1-5H3,(H-,21,23,25,26)/b10-7+

InChI Key

PNUKOSRHADKCRO-JXMROGBWSA-N

Experimental Spectra

Not Available

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Not Available

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as hydroquinolines. These are derivatives of quinoline in which in which at least one double bond in the quinoline moiety are reduced by adding two hydrogen atoms.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Quinolines and derivatives

Sub Class

Hydroquinolines

Direct Parent

Hydroquinolines

Alternative Parents

Substituents

Tetrahydroquinoline
Aryl ketone
Methylpyridine
Pyridinone
Pyridine
Heteroaromatic compound
Vinylogous acid
Ketone
Lactam
Cyclic ketone
Azacycle
Carbonyl group
Organic zwitterion
Organic salt
Hydrocarbon derivative
Organooxygen compound
Organonitrogen compound
Organic oxide
Organic oxygen compound
Organic nitrogen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Physical Properties

State

Not Available

Experimental Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Predicted Properties

Property	Value	Source
logP	3.8	ALOGPS
logP	2.64	ChemAxon
logS	-4.7	ALOGPS
pKa (Strongest Acidic)	-2.2	ChemAxon
pKa (Strongest Basic)	0.053	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	118.47 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	131.68 m³·mol⁻¹	ChemAxon
Polarizability	37.04 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

4948322

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

Not Available

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 6-(diazyn-1-ium-1-yl)-4-[(2e)-4,6-dimethylhept-2-en-2-yl]-2-hydroxy-3-methyl-5,8-dioxoquinolin-7-olate (NP0163178)

MOL for NP0163178 (6-(diazyn-1-ium-1-yl)-4-[(2e)-4,6-dimethylhept-2-en-2-yl]-2-hydroxy-3-methyl-5,8-dioxoquinolin-7-olate)

3D MOL for NP0163178 (6-(diazyn-1-ium-1-yl)-4-[(2e)-4,6-dimethylhept-2-en-2-yl]-2-hydroxy-3-methyl-5,8-dioxoquinolin-7-olate)

3D SDF for NP0163178 (6-(diazyn-1-ium-1-yl)-4-[(2e)-4,6-dimethylhept-2-en-2-yl]-2-hydroxy-3-methyl-5,8-dioxoquinolin-7-olate)

3D-SDF for NP0163178 (6-(diazyn-1-ium-1-yl)-4-[(2e)-4,6-dimethylhept-2-en-2-yl]-2-hydroxy-3-methyl-5,8-dioxoquinolin-7-olate)

PDB for NP0163178 (6-(diazyn-1-ium-1-yl)-4-[(2e)-4,6-dimethylhept-2-en-2-yl]-2-hydroxy-3-methyl-5,8-dioxoquinolin-7-olate)

3D PDB for NP0163178 (6-(diazyn-1-ium-1-yl)-4-[(2e)-4,6-dimethylhept-2-en-2-yl]-2-hydroxy-3-methyl-5,8-dioxoquinolin-7-olate)

SMILES for NP0163178 (6-(diazyn-1-ium-1-yl)-4-[(2e)-4,6-dimethylhept-2-en-2-yl]-2-hydroxy-3-methyl-5,8-dioxoquinolin-7-olate)

INCHI for NP0163178 (6-(diazyn-1-ium-1-yl)-4-[(2e)-4,6-dimethylhept-2-en-2-yl]-2-hydroxy-3-methyl-5,8-dioxoquinolin-7-olate)

Structure for NP0163178 (6-(diazyn-1-ium-1-yl)-4-[(2e)-4,6-dimethylhept-2-en-2-yl]-2-hydroxy-3-methyl-5,8-dioxoquinolin-7-olate)

3D Structure for NP0163178 (6-(diazyn-1-ium-1-yl)-4-[(2e)-4,6-dimethylhept-2-en-2-yl]-2-hydroxy-3-methyl-5,8-dioxoquinolin-7-olate)